As No.2 suggested in 'Free For All' "Confide and we concede." In other words give them what they want and life in the Village becomes more comfortable. No.6 might even be give a position of authority, as suggested by No.2 on the day of the Prisoner's arrival in the Village. And yet in 'Dance of the Dead,' it is plain that No.6 is going to be very stubborn about resisting the Village "You'll never win" to which No.2 replies "Then how very uncomfortable for you old chap!"
So if No.6 pretended to confide, then he might have been given a position of authority, and thereby attempt to bring the system of the Village down from within. After all there were those in such a position to possibly help - No.12 of Administration for one!
Be seeing you